ethyl 5-methoxy-1H-indole-2-carboxylate

• ChemBase ID: 33659
• Molecular Formular: C12H13NO3
• Molecular Mass: 219.23652
• Monoisotopic Mass: 219.08954328
• SMILES: c1([nH]c2c(c1)cc(cc2)OC)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1cc2c([nH]1)ccc(c2)OC
• InChI: InChI=1S/C12H13NO3/c1-3-16-12(14)11-7-8-6-9(15-2)4-5-10(8)13-11/h4-7,13H,3H2,1-2H3
• InChIKey: NPIUAXNFAUGNHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 5-methoxy-1H-indole-2-carboxylate
• IUPAC Traditional name: ethyl 5-methoxy-1H-indole-2-carboxylate
• Synonyms: 2-Carbethoxy-5-methoxyindole; 2-Ethoxycarbonyl-5-methoxyindole; Ethyl 5-methoxyindole-2-carboxylate; NSC 30929; 5-Methoxyindole-2-carboxylic acid ethyl ester; Ethyl 5-methoxy-1H-indole-2-carboxylate; 5-Methoxyindole-2-carboxylic acid ethyl ester; Ethyl 5-methoxyindole-2-carboxylate; 5-甲氧基吲哚-2-羧酸乙酯; 5-甲氧基吲哚-2-甲酸乙酯

Database IDs

• CAS Number: 4792-58-9
• MDL Number: MFCD00047163
• Beilstein Number: 178104
• PubChem SID: 24896735; 160996966
• PubChem CID: 20926

CALCULATED PROPERTIES

• Acid pKa: 11.582744
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.1946223
• LogD (pH = 7.4): 2.1945975
• Log P: 2.1946225
• Molar Refractivity: 60.2591 cm^3
• Polarizability: 24.317167 Å^3
• Polar Surface Area: 51.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: yellow to orange crystalline
• Melting Point: 154-157°C

Safety Information

• Storage Warning: IRRITANT
• German water hazard class: 3
• TSCA Listed: false; 否
• Storage Temperature: -20°C

Product Information

• Purity: 98%

DETAILS

Sigma Aldrich - M2501

包装
10 g in glass bottle
Application
Reactant for preparation of:
• Ligands with binding specificity towards the GABA receptor1
• Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes2
• Anticancer agents3
• Integrase strand-transfer inhibitors (INSTIs)4
• Inhibitor of Proliferation of Colon Cancer Cells5
• Isomeridianin G as GSK-3? inhibitors6
• HIV-1 integrase inhibitors7
• Inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)8